The reactions of an enolate derived from methyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-arabino-hexopyranosid-2-ulose have been studied; examples of O-alkylation, C-alkylation and Robinson annulation were observed. In the latter case the structure of the product was confirmed by X-ray crystallography on a crystalline allylic alcohol prepared by reduction of the ketone produced in the reaction.
R. V. Bonnert, J. Howarth, P. R. Jenkins and N. J. Lawrence, J. Chem. Soc., Perkin Trans. 1, 1991, 1225 DOI: 10.1039/P19910001225
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